Electrochemical Trifluoromethylselenolation of Activated Alkyl Halides

A practical electrochemical method for the generation of CF3Se− anion from a shelf-stable reagent (TsSeCF3) is reported allowing the metal-free trifluoromethylselenolation of activated alkyl halides. Cyclic voltammetric and 19F NMR studies are also presented and allowed to gain insight into the reaction mechanism.

Keywords

Electrochemistry Mechanistic investigations Method development Nucleophilic substitutions Trifluoromethylselenolation

Domains

Chemical Sciences

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https://hal.uvsq.fr/hal-03687668

Submitted on : Friday, June 3, 2022-2:42:38 PM

Last modification on : Friday, March 24, 2023-2:53:27 PM

Dates and versions

hal-03687668 , version 1 (03-06-2022)

Identifiers

HAL Id : hal-03687668 , version 1
DOI : 10.1002/ejoc.202200123

Cite

Kevin Grollier, Clément Ghiazza, Anis Tlili, Thierry Billard, Maurice Médebielle, et al.. Electrochemical Trifluoromethylselenolation of Activated Alkyl Halides. European Journal of Organic Chemistry, 2022, 2022 (19), ⟨10.1002/ejoc.202200123⟩. ⟨hal-03687668⟩

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